Trifluoroacetic anhydride 三氟乙酸酐

CAS 407-25-0 MFCD00000416

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分类

  • {SNA} Building Blocks, Carbonyl Compounds, Carboxylic Acid Anhydrides, Chemical Synthesis, Organic Building Blocks
  • {uni_hamburg} no charge; carbo-anhydride; 1fragment
  • Acylation Reagents, Analytical Reagents, Analytical/Chromatography, Avermectine Drugs, Derivatization Reagents, Derivatization Reagents GC, Derivatization Reagents HPLC, HPLC Derivatization Reagents, by Application, Reagents for Acylation
  • {SNA} Acylation Reagents, Avermectine Drugs, Derivatization Reagents, Derivatization Reagents GC, Derivatization Reagents HPLC, HPLC Derivatization Reagents, by Application, Reagents for Acylation, 分析/色谱, 分析试剂
  • {Chemicalbook} 农药中间体: 杀虫剂中间体: 其他杀虫剂

产品应用

  • 用作分析试剂、溶剂、催化剂、硝化反应促进剂、脱水缩合剂、羟基和氨基三氟乙酰化时的保护剂 ,有机合成。气相色谱分析中生物活性化合物。伯胺、仲胺的保护剂。也用于醛类氧化成酸类、酯类和胺类。
  • 衍生级用于保护伯胺和仲胺。衍生化物更易挥发。

相关文献及参考

  • For the ɑ-trifluoroacetylation of a phosphonium salt in a route to perfluoroalkyl acetylenes, see: Org. Synth. Coll., 9, 436 (1998). For reaction scheme, see (Ethoxycarbonyl­methyl)­triphenyl­phosphonium bromide, A16347.
  • In pyridine, de
  • Beilstein:2(2)186
  • Alternative to Oxalyl­ chloride, A18012, for activation of Dimethyl­ sulfoxide, A13280 in th
  • Mild conversion of aryl halides to aryl trifluoromethyl ketones via Pd catalyzed stannylation: Synlett, 165 (1995).
  • In pyridine, dehydrates carboxamides or aldoximes to nitriles: Tetrahedron Lett., 1813 (1977); Synthesis, 56, (1979). With triethylamine, effects the dehydration of aldols to enones, where other methods are less successful: Org. Synth. Coll., 8, 210 (1993).
  • In pyridine and dichloromethane or ether, converts acid chlorides to trifluoromethyl ketones in good yields via a trifluoroacyl ketene intermediate: Tetrahedron, 51, 2573 (1995). The method has been extended to the synthesis of a range of trifluoromethylated heterocycles: Tetrahedron, 51, 2585 (1995):
  • Trifluoroacetyl esters are rapidly hydrolyzed at pH 7: Tetrahedron Lett., 1039 (1963). Trifluoroacetamides are also readily hydrolyzed e.g. by mild base; selective cleavage of a trifluoroacetamide can be achieved in the presence of a methyl ester: J. Org. Chem., 54, 2498 (1989). For the racemization-free removal of the N-trifluoroacetyl group from peptides by NaBH4, see: Chem. Ber., 103, 2437 (1970).
  • Trifluoroacetylating agent for protection of alcohols and amines: Helv. Chim. Acta., 37, 443 (1954); Tetrahedron, 43, 5583 (1987); Tetrahedron Lett., 28, 4737 (1987), useful, e.g. as volatile derivatives in GC: J. Chromat., 43, 129 (1969); 61, 225 (1971); 93, 223, 447 (1974); D. R. Knapp, Handbook of Analytical Derivatisation Reactions, Wiley, N.Y. (1979); Handbook of Derivatives for Chromatography, 2nd ed., K. Blau and J. M. Halket, Eds., Wiley, Chichester (1993).

安全信息

GHS Symbol
WGK Germany2
Hazard Codes C
Hazard statements
  • H290 May be corrosive to metals 可能腐蚀金属。
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H332 Harmful if inhaled 吸入有害
  • H412 Harmfutoaquaticlifewithlonglastingeffects 对水生生物有害并具有长期影响。
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US)
RTECSAJ9800000
Precautionary statements
  • P234 Keep only in original container. 只保留在原来的容器中。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P330+P331
  • P301+P330+P331+P310
  • P303+P361+P353
  • P303+P361+P353+P310+P363
  • P304+P312
  • P304+P340
  • P304+P340+P310
  • P305+P351+P338
  • P305+P351+P338+P310
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P390 Absorb spillage to prevent material damage. 吸收溢出物,防止重大损害。
  • P405 Store locked up. 上锁保管。
  • P406 Store in corrosive resistant/… container with a resistant inner liner. 存放在耐腐蚀/具有耐性的内衬容器。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word
UN Number UN3265 3265
Risk Statements
  • R52/53
  • R35 Causes severe burns 会导致严重灼伤
  • R14 Reacts violently with water 遇水会猛烈反应
  • R20 Harmful by inhalation 吸入有害
Safety Statements
Storage condition Moisture Sensitive 密封阴凉干燥保存。 2-8°C 密封阴凉干燥保存。储存温度2-8°C
Packing GroupI
Hazard Class8
Warnings 危化品目录(2015)

其他信息

  • 有刺激性气味,易挥发。有吸湿性。遇水和乙醇分解。溶于乙醚和乙酸。中等毒,半数致死量(大鼠,经口)100mg/kg。有腐蚀性。
  • 三氟乙酸酐价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 80134826 三氟乙酸酐(*) 100ml 319.4元 2011/08/23 K9171902 三氟乙酸酐 (+4℃) 10ml 595元 2011/04/16 T0433 三氟乙酸酐 Trifluoroacetic Anhydride 20ML 280元
  • 图谱信息:三氟乙酸酐(407-25-0)核磁图( 13 CNMR) 三氟乙酸酐(407-25-0)质谱(MS) 三氟乙酸酐(407-25-0)红外图谱(IR1)
  • TCI Shanghai:三氟乙酸酐 Trifluoroacetic Anhydride,>;98.0%(GC)(407-25-0)
  • Trifluoroacetic anhydride is used for the preparation of N- and O-trifluoroacetyl derivatives of a wide range of biologically active compounds for GC analysis. Also used in the oxidation of aldehydes to acids, amides or esters. Strong non-oxidizing acid, laboratory reagent, solvent, catalyst.
  • Hazard N
  • 可燃性危险特性:催泪; 遇水分解有毒氟化物气体; 燃烧产生有毒氟化物烟雾
  • Sigma Aldrich:407-25-0(sigmaaldrich)
  • 上游原料:三氟乙酸 --> 二
  • F:3-10
  • 方法一:其制备方法是用三氟乙酸与二氯乙酸酐反应。反应方程式:CF 3 COOH+(Cl 2 CHCO) 2 O→(CF 3 CO) 2 O+Cl 2 CHCOOH
  • 下游产品:虫螨腈 --> 2-氯-4-三氟甲基嘧啶 --> 2-(4-甲基哌嗪-1-基)-6-三氟甲基嘧啶-4-甲醛 --> (2-(4-甲基哌嗪-1-基)-6-三氟甲基嘧啶-4-基)甲胺 --> 2-(4-羟基哌啶-1-基)-6-三氟甲基嘧啶-4-甲酸乙酯 --> 1-甲基-3-三氟甲基-1H-吡唑 --> 2-(4-羟甲基哌啶-1-基)-6-三氟甲基嘧啶-4-甲酸乙酯 --> 3-氯-5-氟苯胺 --> 5-氨基-3-三氟甲基-4-吡唑甲酸乙酯 --> 5-溴-2-羟甲基吡啶 --> 3-硝基-4-吡啶羧酸 --> 2-(4-乙氧基羰基哌嗪-1-基)-6-三氟甲基嘧啶-4-甲酸乙酯 --> 5-溴-2-吡啶甲醛 --> 4-(4-三氟甲基嘧啶-2-基)哌嗪-1-甲酸叔丁酯 --> 2-(4-甲基哌嗪-1-基)-6-三氟甲基嘧啶-4-甲腈 --> 2-羟基-6-三氟甲基烟酸 --> (2-(4-甲基哌嗪-1-基)-6-三氟甲基嘧啶-4-基)甲醇 --> 2-(4-甲基哌嗪-1-基)-6-三氟甲基嘧啶-4-甲酰胺 --> 5-硝基-3-氯吡啶 -->
  • 外观性质:无色液体, 有刺激性气味, 易挥发。
  • 海关编码:29159080
  • 灭火剂:干砂、干石粉
  • 用途四:用作分析试剂、溶剂、催化剂、硝化反应促进剂、脱水缩合剂、羟基和氨基三氟乙酰化时的保护剂 ,有机合成。气相色谱分析中生物活性化合物。伯胺、仲胺的保护剂。也用于醛类氧化成酸类、酯类和胺类。
  • 类别:腐蚀物品
  • 用途二:用作农药中间体
  • TSCA:T
  • 用途四:用作分析试剂、溶剂、催化剂、硝化反应促进剂、脱水缩合剂、羟基和氨基三氟乙酰化时的保护剂 ,有
  • 用途一:用作分析试剂、溶剂、催化剂、脱水缩合剂与羟基和氨基三氟乙酰化时的保护剂
  • 刺激数据:皮肤- 兔子 0.75 毫克/ 24小时 重度; 眼- 兔子 5 毫克/ 24小时 重度

化学结构图

407-25-0
SMILES: O=C(OC(=O)C(F)(F)F)C(F)(F)F

化学属性

Mol. FormulaC4F6O3
Mol. Weight210.03
Refractive indexn20/D 1.3(lit.)
Boiling Point40°C
Density1.511
Melting Point-65
TSCAYes
Vapor Pressure6.28 psi ( 20 °C)
Flash Point-26 ºC
Solubility水解
Stability对湿度敏感
Mol. FormulaC4F6O3
Mol. Weight210.03
Density1.487
Appearance colorless liq.
Stabilitymoisture sensitive
Boiling Point39-40°C
Melting Point-65°C

别名和识别编码

Chemical NameTrifluoroacetic anhydride
Synonym 2,2,2-Trifluoroacetic anhydride 2,2,2-Trifluoroacetic anhydride; TFAA Acetic acid, trifluoro-, anhydride Aceticacid,trifluoro-,anhydride Anhydrid kyseliny trifluoroctove BIS(TRIFLUOROACETIC) ANHYDRIDE Bis(trifluoracet)-anhydrid Bis(trifluoroacetic) anhydride Hexafluoroacetic anhydride Perfluoroacetic anhydride TFA TFAA TFAA Trifluoroacetic anhydride (TFAA) acetic anhydride boron trifluoride butanol hexafluoroisopropanol trifluoroacetic acid trimethylamine (TMA) TRIFLUORACETIC ANHYDRIDE TRIFLUOROACETIC ACID ANHYDRIDE TRIFLUOROACETIC ANHYDRIDE TRIFLUOROACETIC ANHYDRIDE, REAGENTPLUS, >=99% Trifluoressigsäure-Anhydrid Trifluoressigsäureanhydrid Trifluoroacetic acid anhydride {h
CAS Number407-25-0
PubChem Substance ID9845
EC Number206-982-9
Beilstein Registry Number2(2)186
MDL NumberMFCD00000416
Reaxys-RN746197
Chemical Name Translation三氟乙酸酐
Wiswesser Line NotationFXFFVOVXFFF
LabNetwork Molecule IDLN00199052
InChIInChI=1S/C4F6O3/c5-3(6,7)1(11)13-2(12)4(8,9)10
MDL NumberMFCD00000416
CAS Number407-25-0

系列性分类